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Angew Chem Int Ed Engl. 2009;48(25):4543-5. doi: 10.1002/anie.200900892.

Nickel-catalyzed formation of a carbon-nitrogen bond at the beta position of saturated ketones.

Author information

1
Department of Chemistry, Graduate School of Sciences, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan. ueno@chem.kyushu-univ.jp

Abstract

Gone fishing: When propiophenone and related ethyl ketones are treated with morpholine in the presence of K(3)PO(4), chlorobenzene, and [Ni(cod)(2)]/PMe(3) catalyst, a carbon-nitrogen bond is formed selectively at the beta position (see scheme; cod = cycloocta-1,5-diene). Secondary amines were employed as substrates to give the corresponding beta-enaminones.

PMID:
19444844
DOI:
10.1002/anie.200900892

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